Dorchester Cottage Holidays

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  • Emmies

    Osmington near Preston, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes
    • Sykes Cottages Rating Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes

    A charming period cottage positioned in Osmington near Preston. Open fire. Enclosed courtyard. WiFi. Dog-friendly. Weymouth 5.3 miles; West Lulworth 10 miles. (Ref. 1060123)

    7 nights from £662

    Secure this property with a 30% deposit*
    Last booked 2 days ago
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  • The Old Chapel

    Sutton Poyntz, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo
    • Sykes Cottages Rating Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon

    The Old Chapel dates back to 1816. Located near Weymouth, Dorset. WIFI, Shop and pub within 5 minute walk. Wood Burning Stove. (Ref. 994468)

    7 nights from £492

    Secure this property with a 30% deposit*
    Last booked 2 days ago
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  • Ocean Retreat

    Weymouth, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsNo
    • Sykes Cottages Rating Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes

    A stylish and contemporary apartment set in the town of Weymouth, Dorset. Seaside setting. Fantastic views. Off-road parking. Fortuneswell 5.8 miles; Dorchester 7.2 miles; Bridport 20.9 miles. (Ref. 1072234)

    7 nights from £657

    Secure this property with a 30% deposit*
    Last booked 8 hours ago
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  • Driftwood

    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes
    • Sykes Cottages Rating Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon

    Grade II listed house just a few moments walk from Weymouth Beach, Ideally located in the heart of old Weymouth. 5 minutes walk to shops, bars and restaurants. Off Road Parking. (Ref. 994168)

    7 nights from £419

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  • Wakeling Island 16

    Warmwell, Dorset
    • Sleeps8
    • Bedrooms4
    • PetsNo
    • Sykes Cottages Rating Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes

    Conveniently located within Wakeling Island this bright and spacious four bed cottage is the ideal property for you and your family to enjoy the Silverlake nature reserve and spa facilities (Ref. 1074592)

    7 nights from £833

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  • Woodsford

    Crossways, Dorset
    • Sleeps10
    • Bedrooms4
    • PetsNo
    • Sykes Cottages Rating Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes

    A wonderful detached house enjoying stylish interior on a private holiday site in Crossways, Dorset. Off-road parking. Woodburning stove. On-site facilities. Open-plan living. Puddletown 5.1 miles; Dorchester 5.8 miles; Weymouth 9.8 miles. (Ref. 1074685)

    7 nights from £1434

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  • Wakeling Island 10

    Warmwell, Dorset
    • Sleeps10
    • Bedrooms5
    • PetsNo
    • Sykes Cottages Rating Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes

    A stunning example of modern architecture with breath-taking lake views this property is not one to disappoint!! (Ref. 1075263)

    7 nights from £1411

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  • Bliss On The Bay

    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo
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    A stylish apartment resting on Weymouth's beautiful esplanade. Sleeps 4. Opposite beach. Off road parking. WiFi. Dorchester 7.3 miles; Bridport 20.3 miles. (Ref. 1067722)

    7 nights from £556

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  • Newtons Cove Retreat

    Brewers Quay Harbour, Dorset
    • Sleeps8
    • Bedrooms4
    • PetsYes
    • Sykes Cottages Rating Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes

    A beautifully presented townhouse resting in the popular seaside town of Weymouth, close to Newton’s Cove, Dorset. Close to amenities. Garden with furniture. Off-road parking. Dorchester 8.6 miles; West Lulworth 15.6 miles (Ref. 1066546)

    7 nights from £909

    Secure this property with a 30% deposit*
    Last booked yesterday
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  • Deer Leap Cottage

    Moreton, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes
    • Sykes Cottages Rating Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes

    A fantastic semi-detached house resting on the outskirts or Moreton, Dorset. Outdoor swimming pool. Open fire. Tennis court. Off-road parking. Dorchester 6 miles; Weymouth 10.7 miles; Blandford Forum 15.3 miles. (Ref. 1060768)

    7 nights from £682

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Just show me Dorchester Cottages

If you're looking for somewhere with facilities on hand yet close to amazing countryside, our Dorchester cottages make great contenders. Think elegant architecture, historic sites, thriving culture and excellent shopping.

Dorchester's a fantastic place for browsing. Shoppers will find all kinds of specialist shops, high street names and markets, while museums range from dinosaurs, teddies and Chinese Terracotta Warriors, to Roman artefacts and Tutankhamun. And in between shopping and sightseeing, relish delicious snacks and meals in a wide variety of establishments, from pavement cafes to Michelin-starred restaurants.

When it comes to historic sites, Dorchester features a treasure trove of delights. Don't miss the splendid Roman Town House, the home of infamous 'Hanging' Judge Jeffreys, the huge Iron Age hill fort of Maiden Castle and the Roman amphitheatre at Maumbury Rings.

Thomas Hardy's Wessex a stone's throw from your Dorchester cottage

Dorset's wonderful landscapes have inspired many writers and most of Hardy's novels are based on Dorset; Dorchester is indeed the legendary town of 'Casterbridge'. The Dorset County Museum displays his works, while you can also visit his birthplace Hardy's Cottage and his Victorian villa Max Gate, designed by Hardy and built by his brother. Discover more of his beloved 'Wessex' on foot and stride out from your Dorchester cottage along the Dorchester to Weymouth Trail (10 miles).

To the west of the town centre you'll find Poundbury, Prince Charles' award-winning residential development built in the traditional architectural style of Dorchester and home to a variety of attractions, including a monthly farmers' market.